The age-old controversy over cock size continues to rage on. Most people argue that size counts—they just can’t agree which size they prefer! Some feel that is big one is best, but others argue that an oversize cock is often more of a liability than an asset. Our readers relate their own personal, hands-on, hands-around, hands-all-over experiences.
KENT’S LETTER: I’ve always had a hard time believing guys who boast that the girls just flock to them because they have these huge cocks. I know from experience that it can be more of a curse than a blessing to be well-endowed. My cock measures over ten inches when fully erect, and about six or seven inches when it’s soft. And it’s so thick I can’t get my hand around it.
I don’t know how many times I’ve gotten in bed with a woman, only to have her say, “There’s no way you’re going to put that thing in me!” Some are willing to try, but they usually give up because it just won’t fit. Most of the time I have to settle for tit-fuck-ing or mutual masturbation. But recently something happened that convinced me that having this monster meat might not be so bad after all.
The company I work for promoted me to district manager, which meant a transfer to our offices in Stamford, Connecticut. A few weeks ago I flew there to look for a place to live. I contacted a realtor and said I wanted to look at some condos. I was told they would send one of their agents to meet me at my hotel.
When the real estate agent arrived, I was a bit apprehensive about her capabilities. She looked like she was about eighteen though I later learned she was twenty-one . Furthermore, she drove a red pickup truck, whereas I had thought that all realtors drove expensive cars. But on the plus side, she had a body that wouldn’t quit, with light-brown shoulder-length hair, long slender legs, a nice firm ass and the largest breasts I’ve ever seen on someone that thin. She was a total knockout. Her name was Sara. I couldn’t take my eyes off her.
After looking at condos for a few hours, we decided to break for lunch. Sara didn’t seem to know much more about real estate than I did, but she was quite a flirt and we were having a great time together. After lunch—and about three or four glasses of wine—she said she wanted to show me some model homes that were in my price range. I think the wine had loosened us up a bit. We were laughing a lot, and as Sara drove she allowed her dress to hike up high on her legs, showing me almost all of her very shapely thighs.
By the time we stopped to look at the third house, I had to tap a kidney. So I excused myself and went in search of the bathroom while Sara wandered off to one of the other rooms.
I had just finished when suddenly a door opened and in walked Sara, saying, “This closet connects the master bedroom to—” She stopped mid-sentence as she eyed the big, floppy tube of meat I was stuffing back into my pants. I was too flabbergasted to move, and for a long moment we both stood there like dummies, turning various shades of red.
Then, finally, Sara said, a little weakly, “Is that thing for real?”
“I’m afraid it is,” I replied.
Another pause. Then: “I think I want to touch it.”
“Be my guest,” I said. What else was I going to say?
With that she came over and reached out to cradle my cock in the palm of her hand. She just stared at it for several moments as it started to twitch in her fingers. Then Sara knelt down on the floor and licked at it as if it were a lollipop. My cock twitched even harder, and immediately started to grow to its full ten and a half inches. Sara licked up and down the shaft as she pulled my pants down to my ankles. Then she grabbed my cock with both hands and stuffed the first few inches into her mouth, sucking on it as best she could.
I kicked off my pants and removed my shirt and tie. Then I reached down and grabbed the bottom of her dress and pulled it up over her head. She stood up as I removed the dress, and our mouths met in a lingering, passionate kiss. My gigantic erection was pushing up against her stomach. I took off her bra and released her ample breasts. Her nipples were hard as rocks. I massaged them with one hand and squeezed her tight little butt with the other. She was caressing my balls and rubbing my cock against her warm, firm belly.
As we groped at each other we stumbled our way into the adjoining bedroom. I laid her down on the carpet and got on top of her in a 69 position. She squeezed her tits around my cock as I slid her panties down those long, beautiful legs. I licked my way back up to her pussy, which was dripping wet. As I continued to fuck her tits, Sara licked at the underside of my balls, then took them both into her mouth, caressing them gently with her eager tongue. As she did that I erupted all over her tits and stomach.
By this time I had explored her love-hole with my tongue and was nibbling and licking enthusiastically at her clit. She ground her pussy harder and harder against my mouth and tongue, until finally she clamped her legs around my head and came in one of the most spectacular orgasms I’ve ever witnessed.
I was hard as a rock again, and as I climbed off her and turned around, she smiled and said, “Let’s see if we can put that thing where it belongs.” After the orgasm she’d just had, her cunt was as slick as an oil well. Sara grabbed her legs behind her knees and spread them as high and as wide as she could. I knelt down and spread her pussy lips while guiding my huge purple knob toward her love-hole. I just rubbed along the length of the slit to get it all slippery with her juices. Then I started to ease it in an inch at a time. Her eyes went wide open and a funny sound escaped from her throat. I told her to just relax. I moved in and out as slowly as I could, getting a little farther with every stroke. I could feel the walls of her cunt stretch around my cock. I reached down and started to finger her clit. Pretty soon she locked her legs around my back and started moving her hips. I could feel her cunt muscles clamping down on my pole. In a matter of minutes she was over the edge and having another of those wild orgasms. I thought I should pull out, but her legs just clamped me more tightly, and after a minute I started to come with more force than I’d believed possible. We lay still for a while, softly caressing one another until, sure enough, my cock started to swell up inside her yet again.
I said, “You know, I think this thing’s bigger than both of us.”
Sara just laughed and said, “Let’s do it again!” She wanted to do it doggie-style this time, so she got on all fours. In no time at all we were coming for the third time.
As we were getting dressed, I told Sara that I might have to look at an awful lot of condos before I found exactly what I wanted. She just smiled and said, “I certainly hope so.”
BERT’S LETTER: When I was eighteen, my parents went to Mexico for a week, leaving me home alone. My mother’s friend Donna had agreed to occasionally stop by and check up on me. Two days after my parents left, Donna showed up to make sure everything was okay. I was mowing the front lawn when her car pulled into the driveway. Donna is one of the biggest women I have ever laid my eyes on, standing six feet two inches tall and weighing over three hundred pounds, but with an attractive face. I hadn’t seen Donna in quite some time, and I walked over to say hello. She gave me a hug and said, “Well, honey, you don’t look like a child who needs checking on, unless your folks are worried about some woman taking advantage of you.” She made no attempt to hide the fact that she was hungrily admiring the bulge in my swimming trunks. My cock, when flaccid, is eight inches long and five inches in circumference.
We chitchatted for a while, and before she left she made a comment about me being the death of some poor woman. A few days later Donna stopped by again, wearing a tight, floor-length dress with a plunging neckline that exposed a considerable portion of her cleavage. She seemed a little tipsy, and she said she’d been lonely and decided to pay me a visit. I invited her in, and we sat in the living room and talked a bit. She told me that if I fixed her a drink, she’d turn me on to a joint, so I fixed her a Tequila Sunrise and got myself a beer. She pulled a joint out of her purse and lit it up. As we smoked it, I told her that it was pretty cool to smoke dope with a friend of my mother’s. She laughed and said that she did all sorts of things that women her age didn’t normally do, then handed me another joint.
I lit it as she got up to use the bathroom. When she returned she was completely nude. She sat down beside me and began to rub my cock through my swimming trunks. She exclaimed, “Goddamn! I don’t have that much meat at home in my freezer. The real reason I came over tonight is because I must have you.”
I didn’t know how to respond. I felt her hand slip inside my shorts, and she began to kiss me passionately. My cock began to stiffen to its fully erect length of fourteen inches. She ran her hand up and down its length. Then she gently pulled me to the floor and positioned me on my back. She removed my trunks, straddled me, guided the head of my cock to her dripping cunt and began to lower herself down on it.
The fit was so tight that I was sure she couldn’t possibly accommodate my entire cock. She moaned and groaned about how long and thick my cock was as it penetrated her inch by inch. She lay motionless for about ten minutes until her pussy muscles became accustomed to being stretched to the limit. Then she looked down at me and said, “I thought for a minute that I’d bitten off more than I could chew.” She began to slowly raise and lower herself on my manhood until she climaxed so violently that she almost passed out. I could feel the walls of her pussy spasming wildly around the length of my cock, and soon she began to ride me with abandon. She brought herself to at least four more orgasms before I came. She rolled off me and onto the floor, exhausted. “Oh, baby,” she groaned, “with a cock like that, you are going to make some woman very, very happy.”
Donna and I agreed that our affair would be our little secret. Now Donna and I get together once or twice a month, and I always give her every inch of my love!
Allan’s letter: My wife Veronica and I have been reading your magazine for quite some time now. We have enjoyed many of our fellow readers’ suggestions, and we would like to contribute our own newest creative lovemaking technique.
Last week Veronica returned from her weekly grocery shopping excursion with several bunches of seedless grapes that she had bought on sale.
That night in bed I played servant to my luscious 37DD-24-36 wife by holding up a bunch of grapes, allowing her to sensually pluck them off one by one with her ripe, red lips. Watching each of those green globes disappear into her lovely mouth gave me an idea that really aroused me. I asked her to lie down on her back. She obliged.
I began kissing her feet, slowly working my way up. Soon I was tonguing her love-hole. She was hot and ready, and in less than a minute I could tell that she was rapidly approaching orgasm. But I was far from completing my mission. Next I slid a finger into her pussy to be sure that she was completely lubricated. Then I plucked off a grape and poked the cold sphere into her pussy. No doubt it was an extraordinary sensation for Veronica, because she groaned in pleasure and began undulating her hips. I followed it up with another, and then another, until her love-hole was stuffed with grapes. Veronica was in complete ecstasy, writhing wildly on the bed. In the heat of passion I dove right into her muff. First I ran my tongue all over her pussy. It was a real kick to feel the smooth grapes under my tongue. Then I circled my tongue around her swollen bud, nudging her closer and closer to the brink of orgasm. When I sensed she was right on the edge I moved back to her pleasure-hole and again began tonguing it. Then, without giving her a warning, I began sucking madly, pulling the grapes out one by one through the sheer force of suction. Within a few minutes I had sucked out all of the little spheres.
Then I slid a few more grapes in and followed with my cock. I pounded in and out of her, no doubt squashing the grapes inside her to a juicy pulp. In the meantime I popped one grape into my mouth and kissed her. As we kissed, we passed the grape back and forth between our mouths until it was reduced to mush. We both reached a tremendous simultaneous climax. While my wife was still spasming, I dove for my last taste of that wonderful nectar. It was the best fruit juice I’d ever tasted.
Wendy’s Letter: I have always loved Popsicles—they’re a great way to beat the Arizona heat. I’ve grown even fonder of them since I started dating John. John is one splendid hunk of man: tall and gorgeous, with a body and a rod I’ll never stop craving. And he is truly the most wonderful person I’ve ever been fortunate enough to know: compassionate, sensitive and loving.
I often find myself melting in his heated embrace, and on one particular blisteringly hot day I thought a Popsicle would offer a modicum of much-needed relief. I selected a passion fruit-honeydew pop it seemed an appropriate choice and stood there by the fridge, watching spellbound as he tenderly unwrapped the icy confection. I could see smoke rising as the warm air met the cold pop. As he slid it into his mouth I could practically feel it melt, feel it oozing over his tongue as my own juices had done so many times before.
As he sucked on the frosty rod, I imagined his mouth was on my breasts—sucking, licking, teasing—sending shock waves of pleasure through me. I couldn’t help but smile as my lover moved closer to me, and I prepared myself for one of his delirious kisses. We reached for each other and tenderly embraced, and I closed my eyes as his lips brushed against mine.
At first our kisses were fine and delicate as we began to probe each other’s mouth. I found John’s so cold and so wet that I took my time, reveling in the sensation. We kissed over and over—long, searching, sucking, satisfying kisses. When I thought nothing could be more exciting, I was surprised by the feeling of the Popsicle gliding back and forth between my pussy lips. The sensation was incredible, like nothing I had ever experienced before.
After a few languid strokes of the pop, my beautiful lover gently warmed me with his glowing fingers, always careful to maintain just the right balance of hot and cold. I was loving the feel of John’s hand between my legs when suddenly, unexpectedly, he slid the rapidly melting Popsicle deep inside me. I moaned softly as he rotated the treat inside me, stroking and probing until I ached for more. With weak knees I leaned against the refrigerator door as he knelt in front of me. Then he parted my labia with his fingers and thawed my icy clit with his fiery tongue. I swear, his mouth felt inordinately hot! He licked my love-button again and again with finesse, and hungrily drank the cool juices that flowed freely down.
By this time my head was spinning. I begged John to fuck me. I screamed that I wanted him to come with me. All at once he stood up and shoved his beautiful rod deep into me. I wrapped my arms around him, pulling him tightly against me to ensure that all of his cock was buried in me. I braced myself against the door and met his steady, forceful thrusts. My body spasmed with waves of pleasure and I held tightly onto my lover’s body.
I was almost spent, almost ready to hang drowsily on his strong shoulders, when he began driving into me in his characteristic jackhammer fashion. I held onto the fridge and onto John, and we fucked so hard, so fast, for so long. I remember whimpering uncontrollably as we came, listening to the cries of my man as his thunder ripped through our bodies. We clutched each other again as he finished us off with a few more powerful strokes that sent us both over the peak. We embraced for an eternity, and when our breathing finally quieted down we kissed again, licking the last bit of sweet juice from each other’s lips.
Leigh’s Letter: This letter is my birthday present to my lover. As we are both married to other people, it is extremely difficult for me to buy him a present without having it detected by his wife, so I want to tell you what I decided to give him for his birthday this year. I hope your readers enjoy reading about it as much as I enjoyed doing it.
Frank and I both have a lot of outside interests that our spouses don’t share. We usually meet at a bar after we indulge in our respective hobbies or activities. On the night of the birthday surprise, we met for a couple of beers as usual before heading to a more private location to indulge in our favorite mutual activity.
Frank is so sweet, good-looking and sexy. When we got to the hotel that night, I was ready for him even before we got undressed, so we didn’t waste much time on the preliminaries. I was slightly passive at first, so he started caressing my tits, which are extremely sensitive—I adore the way he touches and sucks them. It seems as if there’s a direct link from my tits to my pussy. As soon as he starts working on my nipples, my pussy gets real eager for his delicious cock. Soon his hands were on my ass-cheeks and my crotch, exploring, teasing, arousing me to even greater heights. His finger slid into me, thrusting and twisting until my juice was running down his hand and onto the bed. Then it was time for me to take control and bestow his birthday gift on him.
I enjoy being mounted from behind, and Frank is just the right size to make it a perfect fit. I rolled over onto my hands and knees. Frank needed no more encouragement as he knows how much this turns me on, so he got behind me and slowly entered me. As he began to move his cock in and out, his hands reached around to the front of my body. One hand found my nipples and the other found my clit. We were both so hot that, after a little more heavenly frenzy, we achieved mutual satisfaction.
We took a few minutes to relax and cuddle, but then it was time for the birthday surprise. I told Frank to close his eyes, then took a Hostess Twinkie and a birthday candle from my purse. I unwrapped the Twinkie, stuck the candle in and lit it, and told him to open his eyes. He thought this was pretty funny, but I reminded him that this was a birthday celebration and told him we were going to eat his cake. I asked him to make a wish and blow out the candle. Next I broke off a small piece of the cake—just enough to get to the cream filling—and fed it to him. Then I told him that the rest was mine. I took my piece and sucked on the end of it, staring into Frank’s eyes while delving my tongue into the cake to suck out the sweet white cream. I think he got an idea of what was coming, and I could see that his cock was starting to get hard. I gave him some help by gently sucking his balls and then taking his cock into my mouth.
When he was good and hard, I took the remainder of the Twinkie and slid it onto his cock, which forced the cream to come oozing out around the base of his shaft. It also split the cake wide open. I started nibbling and licking, eating and sucking until he started moaning with pleasure. Soon the Twinkle was gone. I flicked my tongue up and down his shaft before taking the whole thing in my mouth and rolling my tongue around it. Frank’s hips started thrusting, and soon he was fucking my mouth ecstatically. I started sucking seriously now, and he lost control, pumping and shooting my mouth full of my all-time favorite creamy filling. I savored the taste of him, then swallowed every delicious drop. Giving him one final, loving suck, I stared into his eyes and said “Happy birthday, Frank.” Now he can’t wait until next year!
Connor’s letter: I’m a student at a major Southern California college, but my studies could have never prepared me for what happened during my last road trip. I was hungry after driving most of the night, so I decided to stop at the next town to get something to eat. The only place open was a twenty-four-hour convenience store. As I entered, I noticed that the store was empty except for a gorgeous blonde behind the counter who had the nicest set of tits I’d ever seen. We exchanged casual smiles, and I went around collecting the makings of my favorite ice-cream sundae. As I approached the register I got a much better glimpse of her bountiful jugs, and my cock suddenly metamorphosed into a steel spike. I realized I was hungry for more than just food.
“Not a lot of people around here at this hour,” I said, trying to make conversation.
“I’ll probably be all alone here until the morning shift arrives at six,” she replied.
My watch indicated it was only two in the morning. That meant she had four hours on her hands. She noticed the growing bulge in my pants, smiled, took my hand and led me to the back of the store. I followed willingly. On the way she started undressing, pulling off her sexy little uniform. In moments, standing before me was the most beautiful woman I had ever seen, clad only in skimpy black underwear. Unable to bear the discomfort of my concrete muscle digging into my leg, I quickly tore off all my clothes. Taking her tits in my hands, I began to massage her rock-hard nipples. She moaned and started to stroke my aching cock with one hand and my balls with the other. She dropped to her knees, and I watched as my shaft disappeared inch by inch into her soft, wet mouth. As the explosion built within me, I started to scream. I came so hard I almost lost consciousness, and I sent what felt like gallons of hot come down her throat.
Then I watched her slip out of her panties, revealing her swollen and dripping cunt. My hand lunged out for it like a heat-seeking missile, but she grabbed it halfway and returned it to my side. She picked up my basket of groceries, removed the jar of chocolate syrup and opened it up. Lying on her back, she began to massage the sensually sweet syrup in and around her steaming love-box. Next she added some whipped cream and a cherry to her sex sundae. “Remember what your mother told you,” she said. “You can’t leave the table until you finish everything on your plate.”
I dug my face into my dessert and started chowing down. As I licked her clean, I could tell she was on the brink of a thunderous orgasm. She began moaning, panting and screaming at me to fuck her. Not one to disappoint a lady, I shoved my eight inches of steaming meat deep into her love-cave and began to fuck like never before. A tingling feeling enveloped my cock, which told me that I too was about to come. Seconds later we came in waves, feeling each other’s pleasure in our most sensitive regions. As I lay on top of her, soaked from my own perspiration, she gazed deeply into my eyes and said softly, “Let’s go check out the fruit and vegetable section.”
For the next two hours we went through every aisle of the store, trying all different kinds of food, fruits and vegetables in our sex games. The morning shift arrived just as we were getting dressed. I thanked her, kissed her good-bye and went on my way.
Justine’s letter: My fiance Donald and I are avid readers of Penthouse Letters. Your magazine gives us a lot of creative ideas that have helped spice up our sex life. We’ve always enjoyed reading the letters that other people have written to you, but we never dreamed that we would be writing one of our own.
Last Christmas was full of surprises, but this surprise was just as sweet as it sounds. Donald has come up with some pretty terrific ideas for enhancing our lovemaking, but this time we hit a new pinnacle of pleasure.
We started off with a hot game of strip poker, but we ended up rushing the game because our passion was growing too rapidly to curtail. I was getting especially hot because he had told me that he had a really sweet surprise for me. Well, Donald ended up losing the game. I was already down to my bra and jeans. I could see the bulge in his shorts when I laid out my winning hand and claimed victory. He stood up to take off his shorts and then moved closer to me. I decided to do the honors of stripping off his last remaining garment. As I slipped them down over his ass his full, hard cock stood up proudly and dignified, as if it were saying, “Suck me.” So I obliged. I took his firm but velvety-soft head in my mouth and began licking off some of the hot pre-come that foreshadowed what would be “coming” soon after.
He slowly knelt down in front of me and unfastened the front closure on my bra. Kissing my neck and ears, he exposed my breasts. My nipples were almost as erect as his hot rod was. Sucking, kissing and nibbling on first one tit and then the other, he was the perfect lover, lifting me to nirvana. He then stood up and told me to wriggle out of my jeans and panties and get into a comfortable position on the sofa. I was more than happy to oblige.
While I was sliding out of my jeans he walked over to the Christmas tree and pulled off a candy cane. I then realized what new fantasy he was going to fulfill. He began first with a long, deep, passionate kiss, and then moved down to my tits. He started rubbing the tip of the candy cane on the inside of my thigh. Then slowly and gently Don started rubbing the sweet candy on my clit. This drove me wild. The love juices from my cunt started mixing with the sweetness of the candy, and then he plunged it into me, driving me into convulsions. He pumped it into me several times, then pulled it out just before I orgasmed. He rubbed it up and down my slit, completely drenching it in hot juices. Sliding the candy cane into his mouth, he sucked on it a couple of times before asking me if I wanted to taste myself. I said sure.
I opened my mouth and took it in as I do his shaft. I couldn’t keep it there for long because what he did next took my breath away. He started lapping at my pussy like he hadn’t eaten for weeks. He ate me like I’ve never been eaten before. He sucked and kissed and nibbled at my cunt and clit until I orgasmed in breathtaking spasms.
Just as I was reaching the ultimate climax he slid into me, hurling me to new heights. He pumped and pumped until I thought I was going to faint from ecstasy. Our bodies were molded together with sweat and lust when he came in me, filling me with his white magic. His breathing was hot and heavy in my ear as he shot the last remaining drops of life from his shaft into my hot, wet tunnel. We both lay there totally drained, our hearts pounding out a familiar beat. We ended the evening in each other’s arms, thinking about how sweet Christmastime can be.
Wally’s Letter: Lately, as I’ve been reading more sex magazines, I have seen mention of just about every orifice and protrusion of the human body used as an implement or receiver of sexual gratification. One area of the body, however, seems to have been neglected: the navel. How soon we forget the little belly button that once connected us to our mother’s womb!
Centrally located, attractive and easy to clean, the navel is a virtual oasis of sexual pleasure. Whether you have an “innie” or an “outie,” you will find that certain touches and probings stimulate nerve endings that run all through the body.
Having a rather deep navel myself, I have found that filling it with certain yummy foods and then having my girlfriend clean it out with her tongue is a great form of foreplay. We’ve experimented with many different kinds of food, including honey, peanut butter, chocolate syrup, creamed corn, whipped cream, Cheez Whiz and vanilla pudding. Not only is it a tasty treat for her, but it’s ecstasy for me because my belly button is so sensitive.
The possibilities are virtually endless too. We try to use a new type of food every time we do it. I highly recommend exploration of this erogenous zone to all Penthouse Letters readers, and hope to see more navel-oriented letters soon. Bon appetit!
Simone’s letter: I occasionally work as a swimsuit model, and have always enjoyed a lot of attention. Most men find me very attractive, which is a real plus, seeing how one of my favorite pastimes is teasing guys. I love showing off my body to them and watching their dicks get hard in their jeans. Sometimes I go to nightclubs and slow dance with the studs. I rub my tits and pussy against them, making them all excited. It’s fun watching them try to hide their stiff cocks as they leave the dance floor.
About a year ago, my girlfriend Mindy’s boyfriend started to hit on me when she wasn’t around. After he’d done it a few times, I told her what was going on. She was crushed—and mad, so I came up with a plan to teach him a lesson he’d never forget.
I was in the mall one afternoon, and up strolled Mindy’s boyfriend Jay. He started in right away, saying that we should get together some night. I said, “Sure, let’s go dancing this weekend.” He was stunned, but had a huge grin on his face as we parted after firming up our plans. I had a feeling he wouldn’t be smiling at the end of our date.
When Jay showed up that Friday night, I was ready for him. I had on my red knit dress that clings to me like a second skin, bright red lipstick, red pumps and no bra. My breasts are large and very firm, but the best thing is the fact that my nipples are always at least a little hard. With this red dress on, you could certainly see them poking out. I picked up my purse while Jay picked up his jaw, and we left. As soon as we got to the car I let my dress ride up high on my thigh, enough to where I was sure you could see my pussy hair through the silky material of my panties. I glanced at his crotch from time to time, satisfied to see Jay’s pecker responding to all the visual stimulation it was getting.
When we arrived at the club, he got out of the car and ran around to open the door for me. I made sure he got a good view of my cleavage, along with a quick flash of beaver. Inside the club, I made sure he always had a good view of my tits, which I would brush against him from time to time. We slow danced about half a dozen times, and each time I rubbed his cock a little more boldly with my pussy. I could tell he was developing quite a problem there between his legs, much to my satisfaction. The last couple of times we left the dance floor, I swear he was almost bowlegged. I had to look away so he wouldn’t see me laughing.
During the evening, I noticed some other guys looking at me. I thought it would be a good idea to tease Jay about this, and said, “I think that guy over there was looking at my tits. It makes me horny to catch a guy looking at them, you know?”
Jay got very jealous and grumbled, “This club sucks.”
“Yeah,” I replied. “Let’s go to my place.”
He eagerly said yes, falling right into my trap. Little did he know the surprise that awaited him there.
During the ride home he tried to feel me up as he drove. I just kept shifting my ass away, although I did let him hold my tits a little, just to keep the game going. I also rested my hand on his thigh, just inches from his hot, hard cock.
When we got to my apartment, he was really horny and anxious to get me between the sheets. He wanted to fuck as soon as we go in the door, but I said, “Let’s go over to the couch and start slowly. I want to play with you a little first.” He looked frustrated, but followed me to the couch. I sat next to him and started kissing him passionately, filling his mouth with plenty of tongue. After a few minutes of that, I leaned back so he could see my pussy. Teasing him was getting me hot. My twat was damp, and it was tingling too. I was almost sorry I wasn’t going to fuck him. Almost.
I said to him, “Those pants look pretty uncomfortable,” and suggested he take them off. Jay jumped up and pulled off all his clothes. When he was finished, he stood there a second, looking confused, probably because I had made no effort to get undressed with him, except for taking off my shoes. I looked at the state of his cock, and was satisfied to see that he was well on his way to a great set of blue balls. I imagined him jerking off after he left, splattering his load in the sink or shower.
But the night was still young. He tried to undress me, but I gently maneuvered him away and told him I wanted to take my time and get to know him better. I asked him to stretch out on the couch so I could look at him. His cock was lying flat along his stomach, drops of pre-come oozing from the engorged head. He was fairly well hung, his balls tight in their sack.
I pulled my dress up around my waist and straddled his hips, resting my pussy on his aching cock. I still had my panties on, so he couldn’t penetrate me. I kissed him and rubbed his body while he dry humped me. He was reaching for my tits and sucking them through the material of my dress. It felt pretty good, actually, since my tits are very sensitive, so I thought I’d give him a little more to play with. I stood up and started to remove my dress. When my tits popped out, his cock started springing up and down, purple and throbbing. I pulled off my dress and threw it to the floor, then squeezed my breasts, gently tweaking the nipples to make them really firm. Jay was mesmerized !
I let him play with my tits for a while, mainly because I liked it. Besides, it was enjoyable to see him trying to get me to touch his dick. He’d try and try, but I’d just avoid it, watching it bounce helplessly between his legs. All the while he was working feverishly on my tits, trying to get me hot enough to fuck him. Little did he know what was coming.
He started to pull at my panties, so I asked him if he wanted to eat my pussy. He nodded quickly. I started to remove my panties, but stopped short of actually removing them. I pulled them back up and told him to wait a moment. “I have an idea,” I said.
“What now?” he whined.
I looked at him, pulled on one of my nipples and said, “I have a video camera in my room. Want to capture this on tape?”
“Yeah,” he laughed. “We can show it to Mindy. Maybe she’ll learn a thing or two about satisfying me. Which I’m sure you’ll have no trouble doing.”
“Give me five minutes,” I said, blowing him a kiss and wiggling my ass for him.
I went into my bedroom, where Mindy was waiting, thinking her boyfriend was the biggest jerk in the world, and wondering how she could stand being with him. Then I remembered: she’d told me once that he could fuck all night long. I was only sorry that I wouldn’t be able to experience his one redeeming quality.
“Is he falling for it?” Mindy asked.
“Falling for it? He not only thinks he’s going to fuck me, he thinks I’m going to videotape it! Five more minutes ought to do it, then you can come out.”
I went back to the living room to find Jay sitting there, smiling like he thought he was the luckiest guy in the world. He was actually pumping his hard dick and watching it throb.
“I have to recharge the camcorder batteries,” I told him. “Then we can have some fun.” With that, I slowly removed my panties. I think his cock grew another two inches when he saw me pull them off. I climbed over the arm of the sofa and sat on the edge, facing him, with my legs pressed tightly together. All he could see was the top of my bush.
I told him to tell me he wanted to see my pussy. He begged and pleading for me to take off my panties. “Oh, please take them off,” he sighed. “I can smell your pussy, but I want to taste it and touch it too.”
“Do you really want to lick it?” I asked. “Because I want to suck your dick.” I made a real big deal about how hard and long his prick was. He ate it up, saying, “Yeah, I’ll bet you look good with a dick in your mouth.” I slowly spread my long legs, and Jay gaped at my pouting pussy lips. I was fairly wet, my cunt juice dripping down my thighs. I stopped there for a moment to observe his cock, which was thrusting out of his crotch like an obscene, beet-red rocket. He was so worked up, if a flea had landed on his cock head, he would’ve probably shot off!
I asked him if he wanted to see the inside of my cunt. He did. I brought my fingers to my pussy lips and slowly spread them apart so where he could see my moist, pink hole and clit. His pole was throbbing to the beat of his heart, which was pretty rapid. I took a mental picture of this asshole sitting on my couch, displaying his hard dick for me the sight of his unsatisfied dick pulsing in the air, aching for relief that would never come, was wonderful, and I wanted to remember it for a long time.
“You like the taste of pussy?” I asked.
Jay was practically giddy with joy as he told me, “I absolutely love it!”
“Then why not eat some of this?” I said to him. With that, I stuck a finger into my cunt, then pulled it out, all slimy with my fuck-juices. The timing was perfect. Just as Jay leaned over to sniff the cunt dew from my finger, my bedroom door opened and out walked his girlfriend!
I wish I had a picture of the expression on Jay’s face when Mindy walked into the room. There he was sitting on my couch, his cock stiff as a board for all the world to see, trying to explain what he was doing there to his girlfriend as the aroma of my cunt-stained finger wafted up his nose. She cussed out his ass with every curse she could think of, while he tried to cover his throbbing cock. He reached for his pants, but she jerked them out of his hands and tossed them into my front yard.
“Go out and get them, you bastard!” Mindy said.
“Or do you want to smell my finger again?” I said, clenching my fist and raising my middle finger for his benefit. It wasn’t the finger with cunt juice on it, but I think he got my point. As he grumbled and headed off, naked, into the night air, Mindy and I laughed our asses off.
Todd’s letter: I’m a twenty-two year old, well-hung stud attending a large southwestern university. I used to question the authenticity of some of the letters I read in your magazine, until I had an unbelievable experience of my own that proved conclusively that wild things can happen to anyone.
I was lying on the couch of the house I rent, toking some herb and watching television, when I heard a noise in the kitchen. My two housemates were gone for the day and I wondered who it could be. I went into the kitchen, and there before my eyes was the most stunning young woman I had ever seen.
“How did you get in?” I asked, wondering if the dope I’d been smoking was making me hallucinate.
“The back door was open,” she said in a quiet voice. “I was ringing the bell, hut no one answered. I heard the television, so I knew someone was home. Sorry if I scared you.”
She went on to explain that she was a cheerleader from the local high school, selling chocolate bars to raise money so her squad could go on a senior trip.
“Sure, I’ll take a few,” I said, feeling my own candy bar getting stiff between my legs. I asked her what her name was, and she told me it was Nikki. I invited her into my room, where my money was stashed. She followed me into the bedroom, and my penis began to throb. I wanted to make this young angel mine, but wasn’t sure how to go about it.
I turned to give Nikki the money for three chocolate bars, but some of the money fell to the floor. Nikki quickly reacted and said, “I’ll get that for you. As she knelt down, her long blonde hair brushed against my upper thigh. I stroked her hair with my hand and said, “You’re very beautiful, you know.” I said.
“Thanks,” she said with a shy smile.
“Do you have a boyfriend?”
“Yeah. A football player. What else, right?”
“Starting quarterback?”
“Third-string tackle,” she laughed.
“Big dick?” I asked, feeling bold.
“Sometimes,” she said. “You know how jocks can be.”
“No,” I laughed. “I meant, does he have a big dick?”
“That’s personal, don’t you think?” she replied, but I could see that she was enjoying the nasty turn our conversation had taken. “Why, how big is yours?”
“As long as you’re down there,” I said, “maybe you want to take a look.”
I reached for my zipper, but she stopped me and pulled it down herself. She fished out my bloated hose and said, “That’s about right.”
We didn’t talk much after that. Her natural instincts soon took over as she drenched my cock with her mouth and began bobbing her head up and down on it, sucking wildly. I was amazed at how well she handled me for such a young girl, but I suppose eighteen years is plenty of time to learn how to suck a cock. The sight of this angel munching on my rod turned me on incredibly. She guided her tongue up and down my staff, and I felt the pressure building inside my nuts. Within minutes I was unleashing my hot jism into her mouth.
When she was done swallowing, I led her to the bed, slowly undid the buttons on her blouse and slid off her bra. My tongue glided in circular motions around her erect nipples. My hands moved quickly, and I had her skirt and panties off in seconds. Her light blonde pubic hair turned me on even more. I kissed her small breasts and slowly nibbled my way down to her glistening box. I plunged my tongue into her wet vagina, and she let out a low moan.
She quickly began to have a series of gushy climaxes, squirming and juicing all over my sheets. Just watching this young blondie shudder with ecstasy was enough to make me hard again at once. Her whole body shook one final time as her hot juices flowed into my mouth.
“Can I fuck you?” I asked.
“Let’s see,” she answered, lying back. She parted her cunt lips with her pretty little fingers, and I penetrated her inch by inch. Her moans turned into groans, and her groans to shrieks of delight. As my passion grew she screamed, “Please, don’t stop!”
I vigorously slid it in and out of her, rubbing her clit with my thumb to give her as much pleasure as possible. This went on for what seemed an eternity, until I pumped out a load with a passionate fury that I have never felt before. She bucked her hips and kicked her feet in the air, climaxing at the precise moment I did.
After Nikki left, I had the munchies something fierce, and ate all three candy bars she’d sold me. They were good, but not nearly as sweet and creamy as her tender young pussy.
Doug’s letter: It was a Saturday night, and I was feeling kind of down because the girl I’d just started dating had called to tell me we shouldn’t see each other anymore. My roommate was off on a road trip and, since I had nothing else to do, I went down to one of the other dorms to scope out the party situation.
I found a party with some people I knew from my classes, but it was pretty typical—the usual drinking and talking about school. I was about to call it an early night, when I noticed a girl standing alone in the corner. I decided I had nothing to lose, and went over and started talking with her. As I got closer, her features became more distinct and I realized that she was something special. Her long dark hair, big brown eyes and incredibly sexy body were enough to start my lumber rising. As we talked, her nipples began to poke out through the silky material of her dress. Her name was Janice and she told me she was an accounting major, but the only figure I was interested in studying was hers. I knew from the moment I met her that I wanted to take her back to my room and teach her a few things they didn’t cover in macro economics class.
Knowing that my roommate was away, I asked her if she wanted to come back to my dorm and get high. She readily accepted. Upon arriving at my room, she said, “Ooh, it’s nice and dark in here. Let’s forget about getting high, and just get into each other.” As my hand crept up her muscular, sexy thigh, I felt her shiver in anticipation of the inevitable. Her nipples were as hard as pebbles and aching to be sucked. I had her where I wanted her.
We undressed each other in the pitch darkness of the room. I felt her body spasm as my cock filled to its full-blooded capacity. I knew immediately that she was hungry for a good fuck. When I removed her dress, I almost came. Her marvelous tits were way bigger than a mouthful, and her hive was already dripping with love-honey.
I led her to the bed and filled my nostrils with the sweet smelling aroma of her beaver. She moaned and panted as I teased her clit with my tongue. We maneuvered our bodies into the 69 position and began working wonders between each other’s legs. She bucked frantically in orgasmic seizure, and I shot my load down her throat.
Within minutes she brought my flaccid penis back to its petrified state, and sucked me silly. She begged me to enter her—and who was I to refuse? I rolled her on her stomach and penetrated her hot cave from the rear. I pumped frantically, urged on by her screams for me to give it to her harder and deeper. We built up to an incredible moment of sheer ecstasy, when her volcano erupted, and my Roman candle shot off deep inside her.
When her orgasm had subsided, she said, “Now I could use a smoke. Why don’t you roll a joint?” I reached over to the table beside my bed and turned on the lamp so I could find my weed. When the light came on, Janice screamed. Across the room from us was my roommate, Gary, lying there with his cock in his hand and a silly grin on his face.
“Hi,” he said, his voice cracking with embarrassment.
“What the hell are you doing here?” I said. “I thought you were on a road trip.”
“Car broke down,” he said. “I hitched home. I was in bed when you guys came in, and I didn’t want to interrupt.”
Janice, who apparently had recovered from the shock of finding out that we weren’t alone, said, “Who said you’d be interrupting? The more, the merrier!”
I couldn’t believe what I was hearing, but it was turning me on. The joint I was rolling turned out to be a real fattie, and Gary joined us on the bed and helped us smoke it. Soon we were all stoned and laughing our asses off. Janice said to Gary, “Come in and join the party!” She pulled the sheet aside to let Gary into bed beside her. She leaned over and kissed me, then turned in the other direction and kissed Gary.
His clothes were off in a minute, and the festivities were underway. Gary and I kissed, licked, nibbled and stroked every inch of Janice’s body. He fingered her pussy while I rubbed my cock against her hard nipples. “This is so great,” she said. “I’ve always wanted to be in bed with two handsome guys.” She turned to Gary and said, “If you fuck as good as your roommate, I may never leave!”
By this time Janice was on all fours on the bed. I knelt in front of her and stuck my cock in her mouth, while Gary did the honors in her pussy, doggie-style. Moving back and forth, her long hair swaying as she took our thrusts from both ends, Janice was soon coated with sweat, her vocabulary reduced to only two syllables: “Fuck me!”
Which we did, all night long and well into the next morning.
ERIC’S LETTER: Penthouse Letters has helped my wife and me tremendously over the years, as we have struggled to shed the repression of the fifties. I think your readers will enjoy the following episode—but not as much as I did!
My wife and I met Bill and his wife Pat while we were sailing on the Chesapeake Bay. We were then in our forties. Bill and Pat both worked for the government in Washington, as did I. We had a lot in common, which led to our getting along well socially, both during the trip and after our return to D.C. Bill was tall, trim and Irish, and Pat was a full-sized, heavy-breasted, aggressive New Yorker. Years later we sold our sailboat, and with some of the proceeds built an outdoor spa. The four of us spent many hours in the hot, swirling waters, always naked—the only way to enjoy the experience. The views I got of Pat were fantasy material. She didn’t hide her buxom form or pretend to be a vestal virgin like most of our other female guests. In post-spa conversations over many a bottle of wine, both of our friends made it clear that they had a tacit agreement, permitting them to enjoy other sex partners when the opportunity arose.
My wife Laura and I had discussed such things ourselves, and agreed that we felt comfortable with the idea. However, nothing had ever happened for either of us. Then one day I got a call from Pat. She haltingly made a proposal to drop by for a photo session the following Friday afternoon. She explained that she had a lover, and wanted to keep up his interest by sending him some naughty pictures. Collecting my wits, I asked her to bring some props, a nightgown and a pair of hooker shoes. From our conversation I wasn’t precisely sure what she meant by “naughty pictures.”
As planned, Pat arrived the next day. She was dressed in her business suit, carrying a travel bag. I loaded my Polaroid while Pat took her bag into the powder room, returning shortly wearing only a long, black, sheer nightgown and stiletto heels. As I’ve mentioned, Pat’s a big woman. I love my wife’s slender frame, love to run my hands over her body, but seeing Pat’s ample hips and breasts gave me an instant erection.
No doubt she noticed, and that explained the big smile she wore as she went to the sofa and dropped her bag, bending over so I had a clear view of her wide ass. She turned and smiled wickedly, then started to pose for the first pictures. Regaining my equilibrium, I snapped a few, in various suggestive positions designed to tease.
Then, to my delight and dismay, she slowly dropped the gown. I was spell-bound, witnessing her instant transformation from conservative professional to sex kitten. My delight resulted from seeing her big, beautiful body openly displayed for once, instead of slipping into the hot tub in the dark. My dismay, of course, came from her telling me that this was all for another guy. The idea of looking but not touching wasn’t going down too well.
Pat sat on the sofa and parted her thick, strong thighs. She separated her labia with her fingers to reveal her flaming red inner lips, shiny with lubrication. Her clitoris protruded enticingly from the top of her distended lips. More snaps followed—close-ups, taken by bracing the camera with my arms between her knees. She surprised me again when she got up, bent over and put her head between her legs, grinning lewdly for the camera. I shot her exposed sex for her lucky lover.
By this point, my pants had become too tight, so I went to the bedroom, stripped and donned bikini briefs. Returning, I found Pat playing with a prop. She was sitting on the sofa frigging her cunt with a banana! She spread her legs for a shot, the fruit trapped in her pussy. She toyed with her button until she stiffened, sighed quietly and doused the banana with still more juice.
I pulled my erection out of my briefs and was stroking away, still snapping, while she humped the wet fruit. In a moment of inspiration I offered to eat the banana. Pat looked at me and separated her knees.
I put the camera down and slid between Pat’s legs. The banana was instantly forgotten. In her post-orgasmic rapture, Pat sighed and moaned as I tasted her plump cunt. Before long her movements told me that the more vigorous my actions became, the more she liked it. I grabbed onto the two great globes of her ass and delved deeper into her fleshy snatch. Yet another wave of ecstasy washed quietly over her.
After she calmed down, she grabbed my cock and said, “Let’s fuck”—practically the only words she had uttered since she’d arrived. Pat lay back on the floor, splayed her legs and opened her cunt lips to my staring eyes. It was obvious that Pat enjoyed showing off as much as I liked looking. I snapped her snatch, then set the camera on the sofa, its timer set. I mounted her and, believe me, in Pat’s case I mean mounting! My penis entered her supercharged cunt. Soon the flash popped and I started a low, long stroke while her arms pressed me to her enormous tits. My hands were all over her, as if trying to touch every curve of her Rubenesque body. We rolled together and apart on the floor. After an hour of this sublime sex, I popped, filling her up with come.
For the rest of the afternoon we played with each other. She never seemed to tire of having my mouth between her thighs as her lips stroked my peter, as she called it. The afternoon ended with Pat’s thick lips wrapped around my cock. Pulling my dick out of her mouth, I jerked off, while she grinned and watched my come splatter on her tits.
We rested and talked in quiet tones as though someone might be listening. We couldn’t suppress our giggles as we reviewed the afternoon’s naughty events. She knew her lover would be at fever pitch when she gave him our photographs at their next meeting.
She selected a few pictures and gave them to me for my efforts. Then she dressed, gave me a chaste kiss and left. My only regret is not having asked for one of the shots of Pat bent over, her great tits dangling and big ass exposed, looking between her legs at the camera.
PAM’S LETTER: My roommate and I have just returned from Spring Break in Florida, where we had an eye-opening sexual experience. My roommate, Rita, was originally supposed to go to Florida with her boyfriend. She was even paying his way. But after she caught him in bed with some other girl, she asked me to go instead.
Rita was bitching about her boyfriend, and guys in general, the whole flight down. A couple of girls seated across the aisle commiserated with her and struck up a conversation with us. It turned out that we were all going to the same place. Since neither Rita nor I had been there before, Kath and Pepper offered to show us where to have fun. Both of these women were quite big—not obese, because they both worked out and were very athletic, but they were definitely carrying some extra baggage. They were both blonde and, I have to say, quite attractive, even with the extra weight.
The first evening after we arrived, we all had a drink. They asked us what we wanted to do. Rita said, “I don’t want to go anywhere where there’s guys. I’m through with them.” Kath said that she knew just the place.
We took a cab to a discreetly lit club, sat at a table and ordered a round of drinks. It turned out to be a gay bar. Women were dancing with each other and making out in the corners. There were go-go dancers up on stage.
The club announced that they were holding an amateur dance contest. The first contestant was pretty poor, and I shouted that I could do better. Pepper dared me to. I was so smashed that I staggered to my feet and entered the contest. I wasn’t the least bit nervous as I strutted out into the bright lights. My costume was a negligee and high heels that had been provided backstage. I slipped down the top of my flimsy garment and let my breasts bounce free as I danced. That brought a cheer from the audience.
With the help of a little bravado, I won the contest, and we used the prize money to buy champagne. Rita and Kath paired up to dance, and so did Pepper and I. Being so much bigger than I, Pepper naturally took the lead, and I enjoyed having this strong woman guide me around the floor. When a slow song came on, my breasts rubbed Pepper’s. My nipples stiffened as they brushed against her own stiff points.
We were all totally bombed by the time we took a cab back to our hotel. We went up to Kath and Pepper’s room to finish off the champagne. I was bragging about my victory, and Pepper suggested that I put on a private show. I said I would if she would. It occurred to me that she might not want to take her clothes off, as big as she was, but I was completely wrong. Pepper was on her feet in a second.
Kath turned on the radio, and I began to dance around the room. Pepper did the same, as Rita and Kath sat together and watched. I pulled my top over my head, kicked off my shoes and dropped my skirt. For the longest time I danced with my eyes closed and my hands running over my breasts. When I opened my eyes, Pepper was also down to her underwear. Swollen nipples crowned her big, firm tits. We stared into each other’s eyes as we danced. Only then did I see just how solid it was. She was very proud of her body, and flexed her muscles as she danced. This show was clearly intended to excite me, and it was working.
We moved closer and kissed deeply. Our hands roamed one another’s body. As we broke our kiss, Kath and Rita came up to us. I’d almost forgotten they were there. Both were naked, and Kath was just as well-built as Pepper. I wondered for a moment whether they were lovers before we’d met, then I stopped wondering about anything. I gave them each a big kiss.
Pepper and Kath loved giving head, and in no time at all Rita and I were on our backs with a pair of beautiful blondes licking their way to heaven. Rita and I held hands, and each watched the other being eaten. It was the most unbelievably sexy thing I had ever seen, Rita’s legs opening and closing uncontrollably around Kath’s golden hair. Every once in a while I got a glimpse of the pink tip of Kath’s tongue as she flicked at Rita’s clit. Every time she flicked, Rita would jump and groan.
When they saw how aroused we both were, our two lovers settled into the same rhythm. They both took long laps across our slits, ending at our love-buttons. Watching the two blonde heads rise and fall in unison drove us crazy, and Rita and I were soon screaming in ecstasy.
While we recovered from the enormity of our climaxes, Kath and Pepper climbed up between us on the bed and fed us their big, soft breasts. Then it was time for Rita and me to show our gratitude for the pleasure they had given us. Neither of us wanted to let go of the treats we were so busy sucking on, so we both slipped our hands between the other women’s muscular thighs and brought them off with our fingers.
We had plenty of opportunities to get our tongues on them later. The four of us enjoyed each other in many ways before we slept.
During the remainder of that week we were an inseparable foursome, both in and out of the bedroom. One afternoon we went to an adult novelty store, where I bought an eight-inch strap-on dildo. Pepper struck up a conversation with a man who was leafing through the magazines. She complained to him that there was no place where we could sunbathe nude. Larry invited us to his house. Describing his in-ground pool, he told us he had some errands to run and would be gone all afternoon.
We followed Larry to his house. After he left, we stripped down and spread out on chaise lounges. Rita started to masturbate, when I noticed an upstairs curtain inside the house ruffling. Larry was watching us. I casually drew the girls’ attention to our voyeur, and said, “Let’s really give him something to watch.”
Pepper and Kath got into a 69 position, while Rita and I made out. When she was wet and ready, I strapped on the dildo. Rita lay back and spread her legs. Her beautiful pussy was open and eager. I sank the dildo into her and she sighed. Our black pussy hairs meshed as I plunged in and out. Rita matched my thrusts with her own, wrapping her legs tightly around my waist. As I fucked her, the base of the dildo rubbed my clitoris. I relentlessly fucked her pussy until we had both come twice.
I’ll probably go back to guys at some point, but for now I’m having the time of my life exploring a different option.
HUDSON’S LETTER: It had been a long, lonely summer. I’d broken up with my girlfriend in June, and by the middle of August I was so horny, I thought I’d go nuts. Having hit all the singles’ bars to no avail, I decided to try a new approach. I’d heard from a coworker of mine about a nude beach, so I decided to check it out.
It was very hot, with just a whisper of a breeze, the day I went. I chose a spot a considerable distance from the water so I’d have a good view of everyone, and spread out my towel. As I looked around I saw that all shapes and sizes were represented hard bodies, soft bodies and plenty of in-between bodies. It was fascinating.
I watched a college-age couple arrive and undress back by the rocks, almost out of sight. Then the girl rubbed suntan oil onto herself. The guy lay on his stomach, and she straddled him with a laugh. I could see her pussy pressed against his butt. As she rubbed oil onto his back, her ample boobs swayed back and forth. I was sitting on a low beach chair, facing them. I could feel my cock start to tingle as I thought about licking those beautiful breasts.
Just then she looked up at me, and I saw her eyes go straight to my cock, which was starting to harden. She sat up and fixed her gaze on my growing erection. This sneaky little smile crossed her face, and she poured oil over her tits. While licking her lips and staring at my hard-on, her fingers traced the fullness of her breasts and gently kneaded her nipples.
Just as I thought I might climax without even touching myself, she leaned down and whispered something in her boyfriend’s ear. He looked up at me for a moment, then smiled and put his head down. She continued to rub the oil over her tits and down her stomach to her pubic hair. Then she stood slowly, her eyes never leaving my cock, and walked over to me.
She introduced herself as Merri and asked, “I was wondering if you’d like to join Eric and me for a beer.”
A little apprehensive, I asked, “And how does your boyfriend feel about that?”
“Oh, Eric said he wants to meet you too!” she replied breezily. She winked at me, turned around and walked back over to their blanket. I couldn’t take my eyes off her. Merri had a golden tan, interrupted only by lines from a thong bikini. She had a perfect hourglass figure, with ample tits, a slender waist, shapely hips and beautiful long legs. I followed her, feeling like I was in a trance, my cock bouncing with each step. I sat down on their blanket, which was just barely big enough for the three of us. I shook hands with Eric, and we all popped open a beer.
Merri said, “Hey, how about you two helping me put some oil on my legs?” She didn’t have to ask twice. As Merri sat facing us, I took her left leg and Eric took her right. Her legs felt silky smooth. As we worked our way up her legs, both Eric and I sported erections. I loved the feel of the oil, the sun and the light little hairs at the top of her thighs. Each time my fingers brushed against her fleshy labia she would close her eyes and let out these little sighs. I was so excited, I could hardly contain myself.
Merri leaned back on her elbows and spread her legs, giving me a better look at her pussy. Eric moved to one side as Merri began to stroke his cock. He groaned and said, “Go for it, babe.” Her pussy lips were moist and puffy. I leaned over and lightly ran my tongue up her slit. Merri shuddered and moaned. It was more than I could resist. I plunged my tongue into her sweet pussy. She tasted wonderful. When I gently swirled my tongue around her love-button, she began to tremble. Locking her thighs around my head, Merri cried out, “Don’t stop! Don’t stop! I’m almost there!”
Just then I felt a very wet warmth close over the head of my cock, but I was so intent on what I was doing that I didn’t pay much attention to it. I licked Merri for all I was worth and reached up to caress her breasts. Merri cried out in ecstasy as her body began to spasm violently. As I leaned back, I was surprised to see that it was Eric who had my cock deep in his mouth.
Merri was flushed and breathing hard. As she watched Eric lick my cock from the tip down to the base and back again, she said, “Eric, let me help you with that.” Then the two of them licked and nibbled the entire length of my throbbing cock. I held out as long as I could, but after three months of fantasies and masturbation, this was more than I could handle. I closed my eyes tightly as the familiar sensation started deep in my nuts, then traveled up the entire length of my cock before spewing out in the form of ejaculate.
When I opened my eyes, Merri was kneeling in front of me and Eric was on my right. I was leaning back on my elbows, my cock standing proudly with a large drop of semen running down the shaft. I realized that several men and a couple of women were standing around, watching us and touching themselves.
Eric hadn’t climaxed yet, and his cock was as hard as steel. He slid between Merri’s legs, and I guided his cock into her pussy. I watched in fascination as he plunged in and out. As he pumped faster and faster, several of the onlookers climaxed. Finally Eric’s body tightened and he came with a low groan. As he lay down next to Merri, exhausted, the crowd dispersed, wandering back to their towels. I thanked the two of them and invited them over for dinner. Merri said, “Only if I can be dessert,” which was exactly what I had in mind.
TOM’S LETTER: Last summer I serendipitously discovered a stretch of coastline near my home that nudists frequent. Most of these folks were average-looking, but a few of the women were gorgeous, which made for some quality girl-watching. I told my girlfriend Risko about the spot, and she eagerly accompanied me there the following weekend. When we got there, about twenty-five couples and several single guys and gals—all naked were basking in the sun.
Risko and I picked a spot toward the far end, spread out our towels and stripped off our clothes. A couple strolled by, and I noticed that Risko was eyeing the guy, who was well-hung. The sensuous warmth of the sun and the enticing sight of naked women gave me a semi-erection, which Risko of course noticed. She stroked my cock a few times, bringing me to full erection. One thing led to another, and soon we were fondling each other.
Our private pleasure was soon interrupted when a few of the nudists came over and asked us to cool it, saying that overt sexual activity offended many people. We apologized, and I turned over onto my belly to hide my hard-on. About an hour later, Risko nudged me and pointed out a couple heading into the dunes behind the beach. She told me that they were carrying their beach blanket and that the guy was sporting a rather large hard-on. Grabbing my hand, she pulled me up and said, “I know what those two are up to! Let’s find ourselves a secluded spot too. I’m really horny and I want you to fuck me!”
Needing no further encouragement, I grabbed our blanket and followed Risko into the dunes. There were several clearings in the grassy dunes, and we spotted the other couple in one of them. The guy was standing while the woman was on her knees, giving him a blowjob. Not wanting to interrupt them, we made our way over the next dune and set up our own private love-den.
Risko dropped to her knees and began to deep-throat my six-inch tool. After a couple of minutes, she lay back on the blanket with her legs spread wide open. I mounted her, my throbbing shaft sliding all the way into her pussy on one stroke. She trembled beneath me as we fucked, our tongues dueling in each other’s mouth.
The hot sun burned at my buns as I pounded away at Risko’s cunt. With a flick of her hips, Risko rolled us over, then rode my cock like a rodeo champ. Several minutes later my body tensed in orgasm and my cock exploded deep inside her, completely flooding her innermost recesses with a load of hot, sticky come. The force of my ejaculation sent Risko into a trembling orgasm and she screamed in ecstasy.
We were lying next to each other, cooling off in the breeze, when the sounds of lovemaking drifted over from the couple on the other side of the dune. Curious, we decided to have a look. We sneaked around the dunes, trying to stay out of sight. When we got to where we could see them, we hid in some bushes to watch.
The two were in their late thirties, in good shape and tan all over. The woman was a natural blonde with a huge set of tits. My dick got hard all over again as we watched her bounce wildly up and down her lover’s cock. Risko pressed up against me from behind, then reached around and stroked my shaft as she, too, enjoyed the show.
We obviously weren’t well hidden, because when the woman looked up, she smiled at us. We began to move away out of embarrassment, but stopped when she silently motioned for us to come closer. Just then her lover groaned and shot his load into her cunt. He turned to look at us as she hopped off his prick and sat down on their blanket. She looked over at us with a delirious smile and asked if we had enjoyed their show. Not knowing what else to say, we both answered yes. I still had a semi-erection that I couldn’t hide, and the love juices trickling down Risko’s inner thighs didn’t escape their notice. The guy grinned and said we must’ve already had loads of fun, because a lot of it was running down Risko’s thigh. We just smiled.
They asked us to sit with them, introducing themselves as Mandy and Pablo. They mentioned that they had seen us on the beach earlier, getting a stern lecture on beach etiquette from the nudist group. They explained that the local authorities allowed nudity on this beach as long as there was no alcohol, drugs or sex. That was why the other nudists got uptight when we started to mess around.
As we talked, I noticed that Mandy was sitting cross-legged, exposing her puffy pink labia. Pablo sat in the same pose, his long, flaccid cock draped over his balls. Risko seemed fascinated by its size, and she kept glancing down at his crotch. Pablo told us that they didn’t belong to the nudist group, but abided by their rules on the beach. Mandy added that they just went into the dunes whenever the urge to make love arose. Risko giggled in agreement, and both women seemed to squirm around a little. I couldn’t help but notice a wet spot forming on the blanket under Mandy as Pablo’s spunk oozed out of her.
Mandy announced that she thought Risko and I should join the smaller club they belonged to: The Dune Swingers! We suddenly realized that a mutual fantasy of ours, group sex, was about to come true.
Risko coyly asked what we had to do to become members. Licking her lips, Mandy fixed her eyes on my penis and asked if she could borrow me for her personal pleasure. Then Pablo, his eyes roaming over Risko’s sexy body, asked if I would let him borrow my girlfriend. Not wanting to be outdone, Risko said that she wanted to see how big Pablo’s cock could really get. I quickly consented as my tool disappeared down Mandy’s velvety throat. Her fingers massaged my balls as her head bobbed up and down in my lap. I looked over toward Risko as she pumped Pablo’s shaft, bringing it up to full size.
Suddenly Mandy sat up and asked if I’d ever tit-fucked. When I shook my head no, she smiled and squeezed her big melons together. Needing no further instruction, I slid my cock up into her cleavage and began thrusting. As my cockhead popped up between her sweaty boobs, she licked at its tip. Soon I was fucking her tits with a frenzy. I sat upright, straddling her torso, and reached back to finger her clit. She pulled me forward for more tit-fucking, and was soon rewarded with my dick spraying streams of semen into her mouth.
As Mandy swallowed my load, I looked over to see what Risko and Pablo were up to. He had slipped on a rubber and was slowly fucking her from behind. She seemed lost in ecstasy as he very slowly stroked her cunt with his massive shaft, letting her feel every inch. Mandy told me that Risko probably wanted to suck my dick while Pablo was fucking her. I went over to my girlfriend, not sure what her reaction would be. She instantly sucked my cock into her mouth, breathing new life into it. Pablo and I grinned at each other as Risko bounced back and forth between us. Not wanting to be left out. Mandy slid under Pablo and began sucking on his nuts. This proved to be too much for him, and he grunted as his cock spasmed deep inside Risko’s tunnel of love.
After Pablo pulled out of Risko, Mandy took over and began to go down on her.
The two girls were in a perfect 69 position as Risko continued to suck on my knob. I reached down and sank two fingers into Mandy’s pussy, eliciting moans of pleasure from her. Pablo tossed me a condom and told me to give Mandy a good fucking. Risko unrolled the rubber onto my dick and directed my hard-on into Mandy’s slit. She slipped out from between us and snuggled with Pablo to watch us screw.
Mandy and I rolled around, our pelvises thrashing wildly. Mandy’s vagina was cavernous from being fucked regularly by Pablo’s meaty cunt-stroker, but she knew just how to tighten it up to please my smaller tool. After several minutes we switched places, and she rode me even better than Risko. She told me that she loved young cocks because they were always hard as steel and good for more than one fuck. I reached up to finger her swollen clit. She rocked forward to grind her knob against my thumb, and soon came in several waves. Torrents of pussy juice poured out of her cunt and dripped down to coat my balls. I smeared some of her juices onto my fingers and started licking them, savoring the musky smell and salty taste.
Suddenly Risko came over and squatted over my face, mashing her sopping-wet slit into my mouth. As I got my fill of her, I felt my balls tighten and I blasted a load of sperm into Mandy. Risko and Mandy kissed and embraced above me, and then we all lay back, exhausted, to bask in the afternoon sun. Later Mandy and Pablo watched Risko and me make love one more time before returning to the beach.
As we passed some other clearings in the dunes, all four of us saw a threesome engaged in some hot and heavy action. Mandy and Pablo recognized the trio and promised that we would all meet behind the dunes the following weekend.
GARY’S LETTER: Absence makes the heart grow lonely, and the body needy and aching. I was away from Lisa, had been for weeks. I thought of calling one of those 900 numbers, but nothing compares to my lover’s sweet voice. I checked the time. It was nine o’clock here in California. She’d just be drifting off to sleep back on the East Coast. The familiar numbers were pressed in a second. The phone rang—once, twice, and then she was there with me.
“Gary? I’ve been waiting for you to call,” she purred.
“Mmm. Are you alone?” I asked.
“Yes, everyone is asleep here. I couldn’t sleep if I had to. I’m too horny!”
“What are you wearing?”
“One of your old dress shirts, and nothing else. It smells like you. I pulled it out of the laundry hamper. My legs are wrapped around a pillow. I’ve been smelling you and stroking my hot pussy, trying to pretend that it’s really you I’m holding between my thighs.”
I pictured Lisa lying on her back, her legs squeezed together, one finger snaking in to delicately trace the folds of her labia. “Do me a favor,” I requested. “Open the top three buttons of the shirt and stroke your nipples.”
“Mmm,” was all I heard.
“Imagine that you’re lying back between my legs. My cock is pressed against your back. My right arm is wrapped around you, the fingers stroking their way across your belly. They make their way up until they caress your left nipple.”
“Oh, Gary.”
“Go slowly, gently. Now spread your legs as far as you can. Let me get a look at your beautiful bush and vagina. Tell me how hot you are.”
“I’m so wet and open for you. I need your prick inside me.”
“Take two fingers from your left hand and slide them up and down your sweet, juicy slit. I want it even wetter.”
“I don’t think it could be wetter. I’m so hot for you, baby. Are you naked?”
“Yes, Lisa. My cock is hard from thinking about you. The head is all swollen and purple. My hand is holding it, pulling up and down. I’m on my knees, and my hips won’t stop pumping.”
“I want you to kneel over my face. I want to taste your cock.”
“Lick it, baby. Like a kitten.”
“Oh, can you feel my tongue running up and down your shaft? I love to suck on your balls and stroke your rod.”
“Is your hand on your pussy?”
“Oh, yes. I’m sliding it along the lips, from my hot ass right up to the clit, and around and around my clit.” She paused for a moment, and all I could hear was the panting of her breath, coming faster and harder. I imagined how her sweet pussy would taste, and pictured how flushed and excited her face must be. She was so close to the edge, and I could just see in my mind the way her eyes always start to close in spite of herself. I imagined a few drops of saliva escaping from the corner of her mouth. I was hot and sweating myself. The skin along the bottom of my cock was red with the blood that pulsed through it.
She almost whimpered, “I want your big cock inside me. Oh, there it is. I can feel the tip pressing against my opening. It’s throbbing. Press it into me, please.”
“Here it is. Oh, you’re so wet. I’m going to push all the way in. Can you feel it?”
“Yes, yes!”
“Are you wet for me, baby?”
“Yes, I’m so wet!”
“Put two fingers into your pussy, lover. Push them in as far as they’ll go. Open your pussy wide for me. I want to stretch you to the limit!”
“Yes, Gary, give it to me!”
“Oh, I’ve got just the head of my dick inside you. It’s jerking around, I’m so excited. I want to push it all the way in. Do you want that?”
“You know I do. Push your hot cock all the way inside me.”
“Here it comes. Oh, God, you feel so good to me. Oh, I’m all the way inside you. I can’t go slowly anymore. I have to ram my hot dick into you like a piston! I can feel my balls slapping against your ass. Oh, honey, when I come it’s going to blow so hard that you’ll feel it splashing in the back of your throat.”
“I’m so close now, Gary. Come with me. Fill me with your sperm.”
“Grab your tit, baby. I want to watch you tease your nipple. Now rock your hips the way I like. I love to feel you move under me. Here it is! I’m starting to come!”
“I’m coming too! Feel my pussy squeeze your prick! Spray everything you’ve got inside me!”
“Oh, Lisa. Oh, darling. Ohhhhhhh!”
It would be impossible to begin to describe the sounds that came after that. Suffice it to say that for a short time I believed I wasn’t away from my beloved. We both thought we were there in the room together, in each other’s arms, and the glow stayed with me for hours. The release we managed together cured the pressure I’d been under for several days, and the memories of that night got me through until I could really hold Lisa again.
SIMON’S LETTER: I have been reading Penthouse Letters for many years. I have always fantasized about experiencing something that would be exciting enough to share with other Penthouse Letters readers. Writing this letter is beyond the fulfillment of that fantasy, because the person who helped me fulfill it took me way past what I had ever imagined. The way she carried me through a whole weekend of nonstop sex was positively incredible.
Last spring, while reading Penthouse Letters, I got the urge to call one of the phone sex lines advertised there. I picked one located within driving distance of my home. As luck would have it, the first girl I talked to was June. She made me feel at ease while asking questions to discover my interests. She was very outgoing, and I could tell right off that she enjoyed sex for real, and not just on the phone.
During the several conversations we had, we learned all about each other’s sexual tastes. She also loves to tell me about the sex she has had with other men and women. The service June works for allows the girls to receive letters and gifts, and to send things to their callers. They will send panties, X-rated pictures or personal letters.
My first purchase from June was her panties. They are beautiful, black lace, and there is dried white come all over the crotch, which smells wonderful. One time she told me to wear them while we had sex on the telephone. The satiny feeling was exquisite as I pulled them on. I could see the upper part of my erection through the lace panels. June instructed me to rub my rod through the lace. It was rough, so I turned the panties around, with the silky back panels in front, and masturbated that way. I was so hard and so hot that it didn’t take long for me to leave my own come stain next to the one June had put there. Several more have followed since.
Recently, I purchased a video that she made with Sue, one of the other girls who works for the same service. Their enthusiasm for each other comes through in every inch of tape. It’s so hot, I don’t know why it doesn’t burst into flame. We have often talked while I watched June fuck and suck with Sue. While doing this I, of course, have my cock in my hand. June told me what it was like making the tape until I was so excited that I came. There’s one especially sexy moment, when June is kneeling on the floor in front of Sue, giving her head. Sue is stroking June’s hair and saying over and over, “Oh, June! Oh, sweetie!” Then June looks up into Sue’s eyes with the most angelic expression on her face, still licking away, and Sue goes right over the edge and comes. So do I, every time we reach that scene, if I haven’t come before that.
Many times when we’ve talked I’ve asked her to get together with me. Because it is against her company’s policy she had always resisted, until a few weeks ago. Through our written correspondence, she agreed to meet me in a town midway between where she works and where I live, provided that I would never call her again on the sex line. We arranged to meet at a certain motel on a Saturday and spend all of Saturday night and most of Sunday together.
I arrived Friday evening. The plan was for June to arrive early in the afternoon on Saturday. My cock was semi-erect all Saturday morning in anticipation of our meeting.
Finally there was a knock on the door. When I answered, my heart was beating extra fast. June was more beautiful than in her video. Because it was cold outside, she was wearing a coat. After a couple of hugs and kisses, I invited her in.
When she took off her coat she was wearing nothing but a black lace bra, black lace panties, thigh-high black stockings and elbow-length black gloves. She knew from our talks that I think black lingerie is the sexiest thing a woman can wear. Her tits were bulging out of the bra, which was deliberately one size too small. The look on my face must have been something else, because her face lit up, her blue eyes sparkled and her hands automatically caressed her tits, making her nipples become hard. She ran her hands down to her soft inner thighs and soon was rubbing her pussy through her lace panties. June knew she was in control of the weekend. She had promised that she would give me the best sex I had ever had, and I was happy to leave the details to her fertile imagination.
We fell onto the bed in an embrace. June had frequently told me that she loves a slow hand and that foreplay sets the whole mood for awesome sex, so we spent nearly an hour just kissing and petting. Lots and lots of French kisses, kisses all over our necks and ears. During this time our bodies were doing a dance against each other, our excitement building beyond its already awesome height.
I pulled June on top of me, giving me free access to her wonderful ass-cheeks. I squeezed them firmly in my two hands. Using this handhold for leverage I ground her pussy lips, still covered with black silk, against the head of my surging dick. At the same time I rocked my hips back, forth and sideways. This caused my prick to wiggle back and forth against her clit as well as up and down. It didn’t take long for June to have her first orgasm, something anyone within a quarter of a mile would have noticed. She was lying against my right shoulder, and for several minutes I couldn’t hear anything with that ear.
We rested, kissing and cuddling. Eventually we got around to taking off everything else June was wearing. Her panties, which were soaking wet from her come, turned out to be another keepsake for me.
June then decided it was my turn to come, and I was more than willing to lie on my back and let it happen. What she did to my cock and balls with her mouth is a story in and of itself. For forty-five minutes she continually brought me to the brink of orgasm, then squeezed the base of my cock to stop it. When she was ready, she finally took everything I could shoot into her mouth. Then she leaned forward to give me a French kiss, and we shared the taste of my come. She had told me this was something she loved, but that very few men she had known would let her do it.
Both of us were temporarily satisfied, so we lay in each other’s arms and talked about how we had known for some time that this weekend was inevitable. June told me that one of the odd rules of her agency was that the women on the phones weren’t supposed to touch themselves during a call, no matter how aroused they became. She had arranged to move to another cubicle, farther from their monitor, just so that she wouldn’t get caught playing with her cunt during our calls.
Hearing this got me excited again, and my new hard-on had the same effect on her. From watching June in her video, I knew that she loved to have her tits fondled and sucked before her pussy became the center of attention. This is more easily said than done, as they are so large that you need both hands, your mouth and a lot of time to cover them thoroughly. Her nipples and areolae are very sensitive. They start to wrinkle at the slightest breeze, and when you touch them she starts to moan right away. I had June get on top of me and lean forward so that her tits were hanging down right above my mouth. While my tongue worked on one boob and nipple, I used both hands to squeeze and bounce the other.
After both breasts had gotten their fill of attention, June slid down my body and grabbed my newly aroused cock, setting her pussy down right on top of it without a moment’s hesitation. Because she was so well lubricated, my cock slid right in without a pause. My pecker felt like it had gone to heaven. Once again she took control of the action. She pounded herself up and down on my cock while playing with her nipples herself. In a few minutes we both screamed from the pure pleasure of another climax.
We had both worked up a pretty good sweat by this time. After sliding against each other’s skin while we recovered from our massive orgasms, we decided to take a shower together. We tried for a while, then finally decided to finish washing alone, as we couldn’t keep our hands off each other long enough to get clean. Then we dressed and went out for a nice, quiet dinner.
After dinner we went to a movie. I don’t even remember what it was. All I recall is June looking at me devilishly halfway through the movie and saying, “We could be having a lot more fun than this.” We raced out of the theater and back to the motel.
Having overcome our initial eagerness, we took turns slowly taking off one piece of each other’s clothes at a time. It took awhile to finish, because there was a lot of kissing and feeling going on after each garment came off.
When we were finished, I helped June lie back on the bed, so that I could feast my eyes on her beautifully shaved pussy. From our telephone sex I knew that we were both going to equally enjoy it when I sucked her pussy lips, swirling my tongue inside her and sucking on her clitoris until it was as hard as my cock. I took my time, licking along the whole length of her slit, then sucking her lips into my mouth and shaking my head back and forth. She couldn’t take much of this before letting loose with an orgasm that had pussy juice running down her crack. I made sure that it was all cleaned up. It was good to the last drop.
By that time it was late in the evening, and we fell asleep in each other’s arms. Late the next morning I awoke to the pleasure of her mouth sucking on my cock. This time there was no teasing. She was all business, using her hand to jerk me and her lips to work my head, and before long I shot another load into her mouth.
Not long after this there was a knock on the door. I went to the door and asked who was there. The answer came back, “Sue.” I looked at June, my eyes popping out, and she gave me a big wink and asked, “Oh, didn’t I mention that Sue might drop by?” It was the same raven-haired Sue who had made the video with June. We naturally let her in, and the girls told me they were going to help me make my own personal video. Sue had a video camera and tripod in a suitcase.
Sue and June were real-life lovers, and before long Sue was naked and in bed with June, locked in the 69 position. I had mounted the camera in time to catch the action. I had my cock in one hand and had to operate the camera with the other. Because of all the sex which had preceded this, it took me longer to come than the girls. When I did, Sue wanted me to shoot all over her pussy and tits. They rubbed my come all over and asked me to clean it off with my tongue. I found this to be delightful, and Sue liked it too.
The girls then went at each other with the toys Sue had brought with her. It was a pleasure to record this scene, especially when they pumped each other with the two-headed cock. They seemed very relaxed, and the tenderness of their relationship was obvious as they made each other come again and again.
Sue announced that she wanted to be fucked. She said she was a serious lesbian and hadn’t been near a man in years. June was always telling her how much she liked a dick in her pussy, and Sue said she wanted to remember what it was like. I told her that if she could make me hard again, she would have her wish. June stood behind me, nibbling my earlobes and tickling my nipples. Sue coaxed my dick to attention, and we fucked in all sorts of positions. June had taken the camera off the tripod and was getting the action very close-up. After coming in Sue’s pussy, I cleaned her cleft with my tongue, and June cleaned both of our juices off my cock.
Following a communal shower, the girls packed their things, gave me lots of good-bye kisses and hugs and headed home. I hope they left as satisfied as I was, and with as many wonderful memories. I stayed for another night to sleep and recover.
ROBERT’S LETTER: I am forty-six years old. My wife and I have been married for twenty-five years. We’ve had a fantastic sex life over the years Regina has a great body and is a wonderful lover.
About fifteen years ago, I began to get the urge to put on a pair of Regina’s fancy panties. One night while I was getting ready for bed, I went to her dresser and pulled out a sexy little baby-doll outfit. I slipped on the panties and top, and walked into the living room. When Regina looked up from her book, to my surprise she gave me a big smile and said, “Hi, sexy. Did you want something?”
My seven-inch cock was peeking over the waistband of the panties, and she knelt down and began to flick my cockhead with her tongue. One thing led to another, and soon we were rolling around on the floor. After we fucked long and hard, Regina asked me why I had put on her baby doll. I told her I had always been aroused by the thought of doing so and had just decided to take the plunge and see what would happen. Regina and I are both about the same size. She weighs around one hundred five pounds and I weigh around one hundred twenty, so I can manage to fit into her panties.
About a week later, Regina left a new pair of sexy panties under my pillow as a surprise, but she said I could only wear them when she told me to. Well, to my surprise, she’d often pull them out and hand them to me while I was getting ready for work. I’d wear them all day and come home with a huge hard-on that Regina loved to take care of. She would always tease me by asking me how it felt to wear women’s panties underneath my business suit. Over time she bought me several more pairs of panties to wear, and sometimes she even loaned me her undies.
One day Regina laid out a pretty pair of panties and a matching camisole for me to wear to work. I worked late that night and stopped by a local tavern for a quick beer on my way home. I was sitting at the bar, watching a football game, when I noticed that a good-looking guy was staring at me. At first I wondered why he kept looking at me. Then it occurred to me that he might be able to see my underwear. For some reason, that thought really aroused me.
At halftime he came over and sat on the empty stool next to me. He said his name was Russ, and asked which team I was rooting for. We talked for a bit and had another beer, and then went our separate ways.
When I got home, Regina was waiting for me. As usual, before she popped my cock into her mouth for one of her luscious blowjobs, she wanted to hear how it had felt to wear the panties all day. I was so aroused that I came in no time. She asked why I’d come so quickly, and I told her I’d met a guy at the tavern who reminded me of an old college friend whom I’d occasionally had oral sex with. I admitted that when I talked to this guy, the same old stirrings had come rushing in.
Over the next couple of months I stopped at the same bar fairly often, hoping to see Russ again. One evening, just as I was about to leave, he came in. I said hello, and he asked if he could buy me a beer. As we sat at the bar and talked, I could feel my cock stir inside a pair of black silk panties with a pink bow on them. We had several beers, and I got up to visit the men’s room. When I returned, he suggested we sit in a booth for privacy. I agreed.
He told me he was an executive with a large corporation in the area. He had been married for twelve years, and he and his wife were bisexual. He showed me a picture of his family, and I showed him one of mine. He got up to go to the restroom, and I ordered another round.
When he returned, he slid in next to me on the bench. As we continued to talk, he began rubbing my thigh. My cock rose fast and was soon straining against the lacy waistband of my panties. His hand found the top of my zipper, and as he tugged it down the first few notches he asked me if I had any problem with his intentions.
“No” came jumping out of my mouth, and “Wow” was his response as he ran his hand over the head of my cook and the lacy waistband of my panties. He asked me if I’d like to follow him home, as his wife was out with their kids for the evening. I called Regina to let her know I’d be late, and off we went.
When we got to his place, Russ fixed us each a drink and then gave me the grand tour, purposely leaving out what he referred to as the playroom. As we sipped our beer, he asked me if I was gay, bi or straight.
I told him I was married, with five kids, and had a great sex life. I added that I’d had some homosexual experiences while I was in college, but hadn’t had any since. He was particularly interested in hearing how I began wearing women’s undies. When I related the story, I could see by the bulge in his crotch that he was aroused. He described himself as a happily married bisexual whose wife was also bi. He and his wife were open about their bisexuality. They were free to have encounters outside the marriage and would even show each other videos they had taken with other partners in the playroom.
Russ told me he was looking for a safe and lasting relationship. He said that he would only show the playroom to someone he felt comfortable and safe with, but added that he was feeling that way with me.
I told Russ I felt much the same, but was still a little tentative about things. I said I needed to take my time and not rush into anything I wasn’t ready for. But before we could talk more, his family returned home. We parted, making arrangements to meet again the following week.
When I returned home, I kept my meeting with Russ a secret from my wife. I was so aroused that I began wearing my undies every day. I couldn’t wait to see Russ again. During the week I purchased a few new pieces of lingerie in anticipation of our next encounter.
The week passed slowly, and finally the day arrived that I could dress in my new matching bra, panties, garter belt and stockings. I even added a spritz of Regina’s cologne before I put on a pair of jeans and a shirt. Then I headed for Russ’s place.
He was glad to see me. While he went to mix some drinks, I slipped out of my jeans and shirt. I was standing in the middle of the living room clad in only my sweet nothings when he returned. Handing me my drink, he said it was time to finally see the play-room, which was located in the basement of the house.
We went downstairs and went in. The room was about twenty by twenty, with mirrors everywhere. In the middle of the room was a huge, round bed with black satin sheets and six large pillows. Russ took a red and black peignoir from the closet and asked me to put it on. While I slipped into it, he put a videotape into the camcorder mounted on a tripod and turned it on.
We lay on the bed and slowly explored each other’s body. We talked about trying a 69 but decided that we weren’t quite ready for it yet. Russ and I did decide that when I was finally ready to take the plunge, I would arrive in total drag. That would be our signal.
I went shopping during the next week. My first purchase was a white knit dress with a zipper that ran from its turtleneck to its hem. It came to just above the knee in length, and it had long sleeves and zippers at each wrist. White stockings and white three-inch spike heels were next, followed by a white lace bra-and-panty set to complement my outfit. After much deliberation, I finally selected a short, curly blonde wig to top it all off.
Over the following week I tried on my outfit several times. I felt really sexy in it, and decided I was finally ready to take the plunge and go all the way with Russ. We talked on the phone several times, but did not have the opportunity to get together for a couple of weeks. Finally we were able to make arrangements for our next rendezvous.
On the prearranged day, my wife was visiting one of the neighbors while I watched the kids. After I put the kids to bed, I shaved my face to the ultimate smoothness, and then proceeded to shave my underarms, legs and ass as smooth as the rest of me. I sprayed my undies and dress liberally with some Estee Lauder perfume. Then I put my whole outfit in the trunk of my car. It was time to move to stage two.
I called Regina at the neighbors’ and told her that an emergency had arisen at work which required my immediate attention. This gave me a perfect cover to indulge in my new adventures. My wife sent over one of the neighbors’ daughters to stay with the kids, and I was off.
Now I had to find a place to change. There was a small public park on the way to Russ’s place, and I decided to change into my new outfit in the parking lot. I had practiced the art of make-up several times, and was able to do my face using only the lighted vanity mirror in the car.
Once I had completed the change, I got out of the car to make sure everything was in place. Just as I completed my check, a car pulled into the parking lot. The driver stopped alongside me and asked if I knew where a particular street was. My knees were knocking as I gave this guy and his buddy directions. My mouth was so dry I could hardly speak, but when I was through, they said, “Thanks, Miss,” and as they drove off they commented on my nice legs. It was just the reassurance I needed for what would follow.
Five minutes later I was pulling into Russ’s driveway. I sat there for a minute, rearranging my over-anxious pole to a more discreet hiding position. Walking up the steps, I was feeling really good and ready for action, When the door opened, I remember saying, “Are you ready for me, stud?”
All Russ could say was, “I can’t believe how great you look!” We proceeded directly to the playroom for a drink and a photo session, It wasn’t long before the zipper on my dress was waist-high and my cock was dangling in the breeze. Not long after that my cock had its first taste of his tongue.
Eventually my dress and panties came off as we kissed and rolled around on that round bed. Russ nibbled on my rock-hard nipples and licked my smooth ass-cheeks. Then he finally settled down for a good, long fellatio session. I hadn’t had my cock sucked by another man since I’d been in college, and I’d almost forgotten just how good it felt. Russ was obviously well-practiced in the art of fellatio, and he knew all the little tricks to make it a truly memorable experience. At long last, an unbelievable orgasm shook my whole body. My warm load of come exploded all over the satin sheets.
We took a quick shower together, and I asked Russ if he wanted me to take off my makeup. He said no, and proceeded to shave off all my pubic hair. As I dried him off, I gave him a slow, luscious blowjob. As he filled my mouth with sweet juices, he held my hand and said, “Thanks, Roberta.” That’s the name he’s given me for when I dress like a woman.
After I touched up my makeup and put my bra and panties back on, we returned to the big, round bed. We whispered intimacies to each other as we brought our cocks back to life. It was just after I lost my panties for the second time and was sprawled on the bed in a 69 that the door opened unexpectedly. Russ’s wife and her girlfriend entered. I almost swallowed his cock when she said, “Okay, boys, it’s our turn as soon as you’re done.”
They watched as we brought each other to orgasm one more time. Then they told us we could stay and watch their little session. We opted to wait for the videotape, then dressed and left.
Since it was after two in the morning when I left Russ’s house, I figured I could sneak home without changing. I crept into our bedroom and found my wife sleeping, as I’d expected. I quickly began to get ready for bed. Regina woke up as I was getting undressed. She asked me where I’d been before she noticed what I was wearing. I told her I had always wanted to test my ability to pass as a woman, so I’d gone out for the evening dressed in drag. She asked me how it had gone. I told her I felt comfortable as a woman.
Since only a dim nightlight was on, she still had some surprises coming. I crawled under the covers and cuddled up to her. She began feeling my smooth legs and underarms. When she got to my crotch, she could feel the dried come there. She asked, “What have you been up to?” As we made mad, passionate love, I told her everything. She must have come five times that night. It wasn’t until the following morning that she noticed my crotch had been shaved bald.
All this happened twelve years ago. Roberta still dresses up for Russ. I still tell my wife about our adventures and we both reach powerful orgasms from our pillow talk. Several times I’ve tried to talk my wife into watching us, but she’s just not interested. She only wants to hear all the juicy details.
BRIAN’S LETTER: My girlfriend Leslie is five feet tall, very pretty and well proportioned, with perky nipples and a plump pussy. I’m five feet nine inches and one hundred sixty pounds. I’m told that I’m very good-looking.
One night last October while we were playing Scrabble, we made a bet. We agreed that the loser would have to fulfill one of the winner’s fantasies. Well, Leslie won the game and the bet. She told me that she wanted to select my Halloween costume and dress me up. I didn’t think that would be too terrible.
When Halloween arrived, we reserved a room at a hotel in a nearby town that had a popular nightclub on the premises. We checked in about six that evening. Leslie told me it would take at least four hours to get me into my costume. We had a bottle of champagne sent up to the room, and after we popped the cork, Leslie revealed my outfit for the evening.
My jaw dropped in horror as she first laid a sheer white minidress on the bed, followed by a wig, stockings and pumps. I almost called it quits when she pulled out a pair of foam falsies and a lacy white bra. To ease the shock, Leslie handed me a glass of champagne. I downed it in an instant.
She prepared a bath for me and proceeded to shave my body until it was as smooth as hers. Then I gave my face a very close shave. I drank down glass after glass of bubbly while she judiciously plucked my eyebrows just enough for me to pass as a woman. Then she applied makeup and put on my wig. At this point she started to get herself ready.
By nine o’clock her preparations were finally complete, and she turned her attention back to me for the finishing touches. She gave me a white silk G-string that was obviously made for a man. After I tucked my cock into the pouch, she helped me put on a garter belt and stockings. The pumps she had bought were a little too small, but I managed to squeeze my feet in. Leslie had me practice walking in the heels. By then I was pretty buzzed and really getting into it. Next I put on the bra and inserted the fake tits to fill it out. As a subterfuge, Leslie pinned a white nurse’s cap to my wig so that people would think I was a woman dressed as a nurse for Halloween. At this point I was so excited that I couldn’t wait to put on the dress to complete my outfit.
We drank some more champagne, and both of us were pretty buzzed when we finally decided to slip into our dresses. My dress was a long-sleeve micro-mini with a high neckline. When I saw myself in the mirror, I knew I was in trouble. It was so short, it left about an inch of my ass-cheeks exposed. You could clearly see where the garters were attached to my white silk stockings. Leslie also wore white stockings and pumps, but she didn’t bother with a garter belt, bra or panties. Her micro-minidress was also made of a sheer white fabric, but hers was sleeveless, low-cut and buttoned down the front. I could clearly see the outlines of her perfect nipples. We toasted each other with a final glass of champagne and headed down to the nightclub.
It was after ten when we stepped off the elevator. I sobered up immediately when I saw the crowds of people inside the club. I started to feel really nervous. In a whisper, I asked Leslie to order me a couple of stiff shots and a beer. She said, “I’ll order you shots, but no beer—ladies drink wine.” She told me to do my best to keep my talking to a minimum tonight, because my voice would give me away.
We walked up to the bar to order some drinks. Several lewd comments were directed at me, and I didn’t know if they were said in jest or not. I did two shots in quick succession, then started in on the wine. I was still so nervous, I didn’t want to move.
Suddenly I heard a deep voice behind me say, “Give these ladies another round.” When I turned around, feeling somewhat tipsy, there behind us were two large black men. The one who had spoken was about six feet four inches tall and very muscular. He was dressed as a caveman in a loincloth, and he wore fur boots and a tiger-tooth necklace.
I leaned over and whispered to Leslie to order me two more shots. The man said, “You girls shouldn’t be telling secrets now.” Leslie replied, “Brandy referring to me was just wondering if you have anything under your loincloth.” I almost died. I didn’t think that anything like this was going to be part of our bet!
The man introduced himself as Mark, then, with a smile, grabbed my hand and placed it on his crotch over his loincloth, saying, “I hate to keep a lady in suspense.” I was speechless. Fortunately Mark then excused himself to go to the men’s room.
Leslie got up to dance with Mark’s friend Troy, so I walked over to the edge of the dance floor and leaned against the rail to watch them dance. Their hands were all over each other. Normally I would have been pissed that my girl was dancing with another man, but I was too busy getting hit on to really think about it. I wasn’t standing there for one minute when I felt someone’s hand on my exposed butt. I pushed the hand away, then another black dude came up and introduced himself as Charles, also one of Mark’s friends. We exchanged some small talk until Mark returned.
Now Mark started acting possessive toward me, and I was afraid to say anything lest I give away my true gender. Mark turned me to face him. He again grabbed my hand, but this time he slid it under his loincloth. I got a handful of his cock. I was so buzzed I let him hold me tight while I stroked his meat. He asked me to join him at a table with the rest of his friends, and I did,
Although I was nervous, I tried not to show it as we approached the table. It was a dark corner booth. He guided me in first so that I was surrounded by three black men. I whispered a request to Mark to please find Leslie. He responded by sticking his tongue down my throat. I started to get into it as I slid my hand between his legs and fondled his cock.
Finally Leslie sat down at the table with two more of Mark’s friends, bringing the total to five big, black men. Less than a minute passed before Barry and Troy had her legs spread wide while they fingered her. I was very excited. Mark began working his hand up my thigh. His dick got incredibly hard. Just then Leslie invited all of them up to our room.
In the elevator, Mark kissed me while he worked his hand up to my crotch. He didn’t seem to mind what he found. As soon as we entered the room, Leslie started pouring drinks for everybody.
I sat on the edge of the bed with Mark’s crotch inches from my face. I raised his loincloth and stuck his meat into my mouth. I sucked and sucked until it was about ten inches long and very fat. I even licked his nuts. I was really getting into it, but I wanted my reward. Moments later I was tasting come for the first time. He was pumping and I was swallowing. It was too much to hold in my mouth, yet somehow it wasn’t enough. I had to have more. Meanwhile Leslie was getting gang-banged. She told them that I didn’t want to be fucked because I was on the rag, so I blew them while she fucked them. I swallowed countless loads of come that night and got to watch Leslie take on five big, black studs. They didn’t leave until six in the morning.
After they’d all left, I stripped off my clothes and went down on Leslie. When I stuck my cock into her very sloppy pussy, I came almost immediately. Then I fucked her a few more times.
The next morning she confessed that she had set the whole thing up. It had been the most exciting night of my life. I’d never been so turned on before. I told her I’d love to suck some more dicks while watching her get fucked. She said she’d see what she could arrange. I can’t wait!
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